Sailing in Bolton Hill, Baltimore


$179 for a Private Sailing Charter for Up to Six at SeaAffinity, Inc ($300 Value)

SeaAffinity, Inc
Baltimore

A two-hour charter in Baltimore Harbor or surrounding waterways lets passengers experience a casual or formal sailing excursion

$300 $179

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$225 for a Sailing Lesson for Two from BaySail ($390 Value)

BaySail
Havre de Grace

Instructors take students to the Havre de Grace harbor waters for a hands-on introductory sailing lesson

$390 $225

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$239 for Full-Day Sailboat Rental for Up to Six at South River Boat Rentals ($500 Value)

South River Boat Rentals
Edgewater

Groups of up to six cruise the country’s largest estuary, Chesapeake Bay, in a sailboat by J-Boat, S2, or Hunter

$500 $239

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50-Minute Speedboat and Sightseeing Tours from Seadog Cruises (Up to 40% Off)

Seadog Cruises
Inner Harbor

Speedboat tour accommodates up to 120 and includes info on Tide Point, the USS Torsk, and Canton while journeying to Key Bridge and back

$24.91 $15

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Wine-and-Cheese Pairing for Two or Four at Gitan Bistro Cru (Up to 43% Off)

Gitan Baltimore
Canton

Split one or two bottles of house wine, paired with one cheese course per person, at this cozy neighborhood joint

$44 $26

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Walking Scavenger Hunt for Two or Four from Crazy Dash Digital Adventures (50% Off)

Crazy Dash Digital Adventures- Baltimore
Inner Harbor

Bring your smartphone and explore the city in a scavenger hunt to get points, which involves documenting specific activities with a camera

$39.95 $20

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3quest Challenge for Two, Four, or Six People at 3quest Challenge (Up to 50% Off)

3Quest Challenge
Baltimore

Racing against the clock, players take on three quests that require finding checkpoints, seizing clues, and solving a final puzzle

$39.95 $20

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Team Walking Adventure for Two, Four, or Six from Wacky Walks (50% Off)

Wacky Walks - Baltimore
Baltimore

Part solo strategizing game and part team quest, this walk around the city leads to clues that need solving—and upheaval in your ranks

$39.95 $20

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Up to 60% Off Electric Bike Rental at Baltimore Hybrid Pedals

Baltimore Hybrid Pedals
Baltimore

From the merchant: Tour the city on an Electronic Bike and experience Charm City in fun and unique manner.

$110 $49

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$199 for 1-Hour City Cruise of Baltimore Inner Harbor in a Bentley for up to Two from Cierge ($450 Value)

Cierge
Inner Harbor

Tour Inn Harbor in the lap of luxury, with Bentley seats providing massages, heating, and many more amenities

$450 $199

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Washington DC Explorer Pass includes admission to 3 or 5 attractions from 9 options. Pay Nothing at The Gate.

Go City Card
Baltimore

Choose 3 or 5 attractions from 9 popular options and save up to 35% off combined admission. Pay nothing at the gate.

$89 $76

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Two or Four 2016 Discount Cards from Pennsylvania Wine Pass (Up to 55% Off)

Pennsylvania Wine Pass
Baltimore

Card holders get discounts on wine tastings, winery tours, charcuterie, and purchases throughout Pennsylvania wine country

$40 $20

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Scavenger Hunt for One, Two, or Four from Great Puzzle Pursuit (Up to 55% Off)

Great Puzzle Pursuit
Baltimore

Scour city landmarks to solve seemingly impossible puzzles and uncover all of the clues for a chance at the cash grand prize

$99 $45

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One-Hour Kayak Rental for Two or Four at Island View Waterfront Cafe (50% Off)

Island View Waterfront Cafe
Essex

Kayaks set out for a scenic paddle on the calm waters of Chesapeake Bay, then return to the quaint waterfront restaurant

$40 $20

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Shenandoah Caverns Tour for Two or Four in Quicksburg, VA (Up to 42% Off)

Shenandoah Caverns
Quicksburg

National Geographic has featured this cavern; on a one-hour tour, you can see its crystalline formations and rainbow lakes

$48 $28

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All-Day Standup Paddleboard or Kayak Rental at Ultimate Watersports (Up to 50%Off).

Ultimate Watersports
Ultimate Water Sports - Sunset Cove

Explore the waters while standing atop a paddleboard or seated in a kayak

$40 $20

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Premium Wine Tasting for Two or Four with Cheese and Take-Home Wine Glasses at Basignani Winery (50% Off)

Basignani Winery
5

Premium tasting introduces palates to eight handcrafted, cellar-aged wines from grapes grown on premises

$32 $17

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Distillery Tour for Two or Four at Blackwater Distilling (Up to 51% Off)

Blackwater Distilling
Stevensville

Learn how the team behind all the Blackwater Distilling products makes their special spirits, from honey vodka to multiple varieties of rum

$40 $20

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Wine-Tasting Package for Two or Four at Running Hare Vineyard (Up to 46% Off)

Running Hare Vineyard
Prince Frederick

A sprawling vineyard evokes the Italian countryside with its hills, Tuscan-style villa, and variety of flavorful wines

$41 $22

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Wine Flights for Two or Four with Credit Towards Bottle Purchases at Elk Run Vineyards (Up to 51% Off)

Elk Run Vineyards
Mount Airy

Guests try flights of three different wines custom picked to match their holiday recipes or themed parties; includes credit toward bottles

$50 $29

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Dolphin-Watching Cruise or Dolphin- and Whale-Watching Cruise for Two or Four from Fisherman's Wharf (50% Off)

Fisherman's Wharf
Lewes

Get a glimpse of sites in the First Town in the First State, as well as sea creatures including dolphins, whose sightings are guaranteed

$58 $29

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Wine Tasting, Tour, Cheese, and Wine Glasses for Two or Four at Catoctin Breeze Vineyard (Up to 50% Off)

Catoctin Breeze Vineyard
Thurmont

Boutique vineyard nestled among the Catoctin Mountains teaches visitors about its award-winning wine and mead, then pours samples

$72 $36

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Weekend Wine Tasting for Two, Four, or Six at Galloping Goose Vineyards (Up to 46% Off)

Galloping Goose Vineyards
Hampstead

Family-run winery creates varietals such as Vidal Blanc and Cabernet Sauvignon on-site, sending visitors home with keepsake wine glasses

$24 $13

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Wine Tasting for Two or Four with Take-Home Bottles and Wine Glasses at Royal Rabbit Vineyards (Up to 42%Off)

Royal Rabbit Vineyards
Parkton Township

Boutique Winery offers tastings on Saturday and Sunday afternoons; customers receive wine glasses and bottles to take home

$41.50 $24

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$48 for Two Tickets to Wine and Craft Beer Festival, August 20, 2016 — Kegs and Corks Festival ($80 Value)

Kegs and Corks Festival
Anne Arundel County Fairgrounds, Crownsville, MD

Guests use souvenir glasses to sip free samples of wine & microbrews from Maryland & around U.S. while enjoying live entertainment all day

$80 $48

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Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 54% Off)

Olney Winery
Olney

Sample five locally vinted wines and take home stemless wineglasses

$39 $23

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Wine Tasting with Souvenir Wineglasses for Two or Four at Olney Winery (Up to 54% Off)

Olney Winery
Courtland Manor

Sample five locally vinted wines and take home stemless wineglasses

$39 $23

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Brewery Tour, Beer Flights, and Souvenir Growlers for Two or Four at Ocean City Brewing Company (Up to 51% Off)

Ocean City Brewing Company
Ocean City, MD

A family-friendly brewery, pub, and restaurant combined into a single space features tours and more than 24 craft beers on tap

$50 $25

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Premium Wine Tasting for Two or Four with Cheese Plate and Riedel Glasses at Cygnus Wine Cellars (Up to 50% Off)

Cygnus Wine Cellars
Manchester

Taste six half-ounce wine samples while snacking on a cheese plate, then take home a Riedel crystal glass

$60 $30

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Dairy-Farm Tour for Four or Eight at Kreider Farms (Up to 53% Off)

Kreider Farms
Manheim

90-minute tour provides a close look at the farm’s transition barn and high-tech carousel used for milking cows

$48 $24

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Wine Tasting and Tour for Two, Four, or Six at Triple Creek Winery (Up to 48% Off)

Triple Creek Winery
Cordova

Family-run winery invites guests can sample up to six varietals and tour the verdant vineyard from which each bottle is harvested

$27 $15

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Wine Tasting for 2 or 4 with Souvenir Glasses and Bottles of Wine at Port of Leonardtown Winery (Up to 54% Off)

Port of Leonardtown Winery
Leonardtown

Guests sample eight wines pressed from grapes grown in southern Maryland vineyards and take a bottle of wine to enjoy at home

$42 $21

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Wine Tasting for Four or Six at Chaddsford Winery (29% Off)

Chaddsford Winery
Multiple Locations

See facilities and taste 6–8 wines, including dry whites, dry reds, and sweet wines

$42 $30

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Lighthouse Tour via Boat for One from Chesapeake Lights (38% Off). 10 Dates Available.

Chesapeake Lights
Tilghman Island

Passengers enjoy views & narratives of 5 historic lighthouses dotting the coast on 5-hour boat tour, which also travels under the Bay Bridge

$80 $50

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$299 for Private One-Hour Harbor and Bay Flight Tour for Up to Three at 1World Aero LLC ($499.99 Value)

1World Aero LLC
Fort George G Meade

Take to the skies in a light aircraft to take in views of Baltimore Harbor, Annapolis, the Bay Bridge, and Thomas Point Light House

$499.99 $299

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Winery Tour and Tasting for Two or Four at Lambert's Winery, (Up to 50% Off)

Lambert's Winery
Freemans Creek

A winery made from hand-cut stones, located in Weston, provides a beautiful locale for the viewing and tasting

$44 $22

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Wine Tasting & Tour for Two, Four, or Six with Bottle of Wine Per Pair at Royal Rabbit Vineyards (Up to 43% Off)

Royal Rabbit Vineyards
Parkton Township

Couples enjoy tastings and get two deluxe signature glasses and a bottle of wine to take home

$50.99 $30

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One-Hour Kayak Rental for Two or Four at Stansbury Yacht Basin (50% Off)

Stansbury Yacht Basin
Middle River

From the merchant: Take in the sights along the waterways on one of our pedal kayaks with easy access to the lagoon and four other creeks

$70 $35

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$119 for One-Year Ownership of Two Vines at Carneros Della Notte ($198 Value)

Own a Napa Vineyard
Carneros Della Notte

Learn how to tend and harvest grapes, access special vineyard events, and make your own wine from grapes that grow on your vines

$198 $119

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Select Local Merchants

  • Watermark Cruises
    Book a travel experience of a lifetime at Watermark Cruises in Baltimore and indulge in the breathtaking scenes and sites. When you take advantage of the nearby parking, you can maintain easy access to your car throughout your whole stay.
    Read More
    500 Light Street
    Baltimore, MD US

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